Round: 27 Ground: Hardcourt outdoor
| ITF Bulgaria F1 | 2016/05/19 09:15 | Tihomir Grozdanov v Aria Harajchi | 6-4,6-2 |
| ITF Bulgaria F1 | 2016/05/18 10:05 | Anton Pavlov v Tihomir Grozdanov | 6-2,4-6,0-6 |
| ITF Bosnia and Herzegovina F1 | 2016/05/10 14:55 | Gorazd Srbljak v Tihomir Grozdanov | 6-3,6-0 |
| ITF Bosnia and Herzegovina F1 Qual | 2016/05/09 08:00 | Tihomir Grozdanov v Shinnosuke Hiramatsu | 6-2,6-1 |
| Davis Cup | 2015/07/19 10:30 | Alex Knaff v Tihomir Grozdanov | 3-6,7-5,4-6 |
| ITF Bulgaria F1 | 2015/06/11 07:00 | Petru-Alexandru Luncanu v Tihomir Grozdanov | 6-2,6-3 |
| ITF Bulgaria F1 | 2015/06/10 07:00 | Cosmin Ontica v Tihomir Grozdanov | 0-6,2-6 |
| ATP Umag Qual | 2014/07/19 08:00 | Tihomir Grozdanov v Nino Serdarusic | 3-6,4-6 |
| ITF Bulgaria F1 | 2016/05/19 09:40 | Aliaksandr Prudnikau v Alexander Lazov | 3-6,0-6 |
| ITF Bulgaria F1 | 2016/05/18 08:45 | Sebastian Mermersky v Alexander Lazov | 3-6,2-6 |
| ITF Romania F2 | 2016/05/13 10:00 | Juan Ignacio Londero v Alexander Lazov | 6-3,7-6 |
| ITF Romania F2 | 2016/05/11 13:20 | Ciprian Alexandru Porumb v Alexander Lazov | 6-4,3-6,6-7 |
| ITF Romania F1 | 2016/05/08 09:00 | Martin Cuevas v Alexander Lazov | 6-4,6-3 |
| ITF Romania F1 | 2016/05/07 07:00 | Dragos Dima v Alexander Lazov | 2-6,1-6 |
| ITF Romania F1 | 2016/05/06 09:50 | Alexander Lazov v Laurynas Grigelis | 6-4,6-3 |
| ITF Romania F1 | 2016/05/05 12:40 | Alexander Lazov v Bogdan Borza | 6-1,6-2 |